341 E Webster Ave, Winter Park, FL 32789
OFF MARKET

341 E Webster Ave
Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 4,778 sqft (on 0.50 acres)

$3,492,800

Trulia Estimate
as of May 12, 2026
Est. Refi. Payment $23,407/mo*
Refinance Your Home

$3,492,800

Trulia Estimate
as of May 12, 2026
Est. Refi. Payment $23,407/mo*
Refinance Your Home
5 Beds
5.5 Baths
4,778 sqft
(on 0.50 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This fairytale property is located in the gracious neighborhood surrounding Park Avenue known for homes of unique character & historic architecture. The main home was originally built in 1918 & has been thoughtfully renovated to modernize the home’s function while maintaining the architectural integrity. It is located in the heart of Winter Park on a rare half acre, corner lot w/ charming views of the Winter Park Country Club & golf course. The semi-circular driveway that connects to both Webster & Old England provides convenience & enhances the curb appeal. Upon arrival, your guests will immediately appreciate the lush landscape, the dynamic & steeply pitched roof, overlapping, front-facing gables & charming, arched front door popular w/ Tudor style homes. Inside the foyer & through the arched doorway to the left, this home opens to an expansive, formal living space featuring cathedral style, volume ceilings ornamented w/stained, hand hewn oak, wood floors, tall windows, french doors overlooking the brick courtyard & an elegant, floor to ceiling, wood burning fireplace. To the right of the foyer are the formal dining & sitting rooms w/ long, rectangular windows clustered together offering an abundance of natural light to these richly detailed yet comfortable interior spaces. Towards the back, right side of the home, the spacious kitchen opens to an eat-in area, family room & stairs leading down to the basement wine storage. The kitchen features real wood cabinets, black granite counter tops, a sizable island w/seating for five, a Subzero refrigerator, Viking gas range & oven w/stainless steel vent hood, double-bowl, under-mount sinks, commercial style faucet, ice maker, prep sink, under counter microwave, a pantry & a large closet-style storage space allowing for easy access to your favorite serving pieces. The eat-in area & family rooms feature multiple sets of french doors through which you are provided beautiful views of the fountain at the center of the courtyard, pool & backyard haven. The layout of the main house includes a 3-way split plan w/ all bedrooms & bathrooms on the 2nd floor. The primary is located on the left side of the home and is accessed through a rear stairwell. This spacious suite is equipped w/ a walk-in closet, Juliet balcony & charming bathroom featuring a wood vanity, marble countertop & a shower/tub combination w/ floor to ceiling white subway tile. The two alternate bedrooms & bathrooms are accessed from the entry stairwell. The front, right alternate bedroom suite features a spiral staircase w/ loft. The rear, alternate bedroom suite is adjacent to the roof top deck. Both are rich w/ character showcasing wood floors, extensive millwork, renovated baths w/shower-tub combination, white subway tile, bead-board & pedestal sinks. The guest house was built in 1925 & is located on the far side of the courtyard. It includes a full kitchen, general living space, laundry room & half bathroom on the 1st floor as well as 2 bedrooms & 1 ½ bathrooms on the 2nd floor. This flexible space could be used in myriad ways. A rear, gated driveway w/ access from Old England is located at the NE corner of the property & is discretely hidden behind a jasmine covered wall. This is the first time this century that this Old Florida property w/ its storybook exterior architecture, majestic oaks & private courtyards that leaves you w/ a rare feeling of deep connection & an undeniable sense of place is being offered for sale.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from August 11, 2023

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Patio, Deck, Pool
View
Golf Course
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 341 E Webster Ave

Interior Features

Interior Details
Basement: Finished,Interior Entry,PartialNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Den, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 7Number of Bathrooms (full): 4Number of Bathrooms (half): 3
Dimensions and Layout
Living Area: 4778 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Public, Street Lights, Water ConnectedAppliances: Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine RefrigeratorDishwasherDisposalDryerLaundry: Inside,In Garage,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Gas, Living RoomHas a FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Blinds, Drapes, Insulated Windows, Rods, Window Treatments, Wood Frames, Skylight(s)Door: French DoorsFlooring: Carpet, Tile, Hardwood
Levels, Entrance, & Accessibility
Stories: 3Levels: Three Or MoreFloors: Carpet, Tile, Hardwood
View
Has a ViewView: Golf Course
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Deck, Patio, Porch, Rear Porch, Side PorchFencing: Fenced, Other, StoneVegetation: Mature Landscaping, Oak Trees, Trees/LandscapedOther Structures: Guest HouseExterior: Awning(s), Balcony, Courtyard, Private Mailbox, Rain Gutters, SidewalkFoundation: Basement, CrawlspaceHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Other Parking: Garage Dimensions: 22x31No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Circular Driveway,Curb Parking,Driveway,Garage Door Opener,On Street
Pool
Pool: Deck, Gunite, In GroundPool
Frontage
Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Paved, AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 7

Property Information

Year Built
Year Built: 1918
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Tudor
Building
Construction Materials: Stucco, Wood FrameNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 062230306800010

Price & Status

Price
List Price: $2,950,000
Status Change & Dates
Off Market Date: Fri Jul 28 2023

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER PARKCommunity: GOLFVIEW TERRACE
School Information
Elementary School: Lakemont ElemJr High / Middle School: Maitland MiddleHigh School: Winter Park High

Building

Building Area
Building Area: 6544 Square Feet

Community

Community Features: Deed Restrictions, Park, SidewalksNot Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOA

Lot Information

Lot Area: 0.50 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: O6126894Showing AttendedShowing Requirements: Appointment Only, Call Before Showing, Call Listing Agent, Listing Agent Must Accompany, See Remarks, ShowingTimeUniversal Property Id: US-12095-N-062230306800010-R-N

Additional Information

Deed RestrictionsParkSidewalks
Last check for updates: about 4 hours ago
Listed by Padgett McCormick, (407) 929-5604
KELLY PRICE & COMPANY LLC, (407) 645-4321
Bought with: Padgett McCormick, (407) 929-5604, KELLY PRICE & COMPANY LLC, (407) 645-4321
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6126894
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Price History for 341 E Webster Ave

DatePriceEventSource
08/11/2023$2,750,000Sold
Stellar MLS #O6126894
07/29/2023$2,950,000PendingStellar MLS #O6126894
07/21/2023$2,950,000Listed For SaleStellar MLS #O6126894
03/05/1996$395,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax$29,634
Assessment$2,321,699
Home facts updated by county records

Comparable Sales for 341 E Webster Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
575 Palmer Ave, Winter Park, FL
0.27
Single-Family Home
$2,650,000
10/24/25
6
5
4,767
940 Lincoln Cir, Winter Park, FL
0.16
Single-Family Home
$2,495,000
07/22/25
4
4.5
3,551
851 Georgia Ave, Winter Park, FL
0.09
Single-Family Home
$3,600,000
05/21/25
4
3.5
4,314
887 Georgia Ave, Winter Park, FL
0.11
Single-Family Home
$4,500,000
04/30/26
6
5.5
5,759
985 Lincoln Cir, Winter Park, FL
0.17
Single-Family Home
$4,599,000
05/28/25
5
6
3,660
1074 McKean Cir, Winter Park, FL
0.35
Single-Family Home
$2,798,000
09/19/25
4
3
3,258
1240 Harding St, Winter Park, FL
0.49
Single-Family Home
$5,125,000
11/07/25
5
5.5
6,708
984 Mayfield Ave, Winter Park, FL
0.57
Single-Family Home
$4,750,000
05/27/25
4
5.5
4,913
266 Chase Ave, Winter Park, FL
0.61
Single-Family Home
$2,935,000
05/27/25
5
5.5
4,088
421 Lakewood Dr, Winter Park, FL
0.45
Single-Family Home
$4,087,500
08/20/25
5
8
5,847

Assigned Schools

These are the assigned schools for 341 E Webster Ave.
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What Locals Say about Winter Park

At least 594 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 85 % Say car is needed

  • 84 % Say there are sidewalks

  • 79 % Say parking is easy

  • 74 % Say there's holiday spirit

  • 70 % Say yards are well-kept

  • 68 % Say it's quiet

  • 67 % Say streets are well-lit

  • 65 % Say people would walk alone at night

  • 62 % Say it's walkable to restaurants

  • 62 % Say kids play outside

  • 57 % Say it's walkable to grocery stores

  • 52 % Say they plan to stay for at least 5 years

  • 51 % Say neighbors are friendly

  • 39 % Say there's wildlife

  • 29 % Say there are community events

Learn more about our methodology.
  • Giannina Munoz
    "All of them they are so family friendly especially around Halloween they have a haunted trail so cute "
    0
    Flag
  • Jasmine Miller
    "I see dogs everywhere. People often do meet and greets between dogs. There are always bowls of water as well as jars of dog treats often seen. "
    0
    Flag
  • Ed Agudelo
    "It is a nice neighborhood with lots to do locally and easy to walk to parks, restaurants and shops. "
    0
    Flag
  • Trulia User
    "Some people are great some aren’t great but close to shops and grocery stores sports cooking cleaning"
    0
    Flag
  • Heidiromy
    "The mature landscape, is safe and family friendly, pet friendly, quiet, beautiful, community oriented. "
    0
    Flag
  • Timothyjohnson
    "Winter park art festivals and Farmers Market are always a good time. There lots of great restaurants. "
    0
    Flag
  • andrea brewer
    "It’s a quiet and beautiful area that’s perfect for families and single professionals alike. Lots of great small businesses that thrive regardless of the time of year."
    0
    Flag
  • Paul Swain
    "Holidays are dull here. People keep to themselves. Everything is close by. Things are in good condition. Driving down town is a little hectic but worth it "
    0
    Flag
  • Gabrielcoello094
    "It’s a great place to live and raise your kids, I love it here, lot of things to do, good public schools around and safe."
    2
    Flag
  • Timothyjohnson
    "We used to have an annual parade for Goldenrod, but has not occurred in many years. There is a lack a “center” specifically for Goldenrod. "
    0
    Flag
  • Trulia User
    "I would say the only community events in this area are hosted by the elementary schools and those are okay but not enough "
    0
    Flag
  • Trulia User
    "It’s always traffic on Semoran. This area is just BUSY!! Early morning, all times of the day and late nights. "
    2
    Flag
  • Trulia User
    "You would need a car to get to most things, but there are a lot of little restaurants nearby if you like. "
    0
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  • Trulia User
    "everything is close buy like supermarkets post office and fat food places. it's a safe neighborhood. I have had no incidents since I moved here. it has that family feel to it as the people are friendly and look out for each other"
    3
    Flag
  • David S.
    "Very pet friendly. Lots of fellow dog owners in the area. Just make sure to clean up after your fur buddy"
    0
    Flag
  • Monique J.
    "Close to everything, 15 minutes to everything from downtown to schools. This neighborhood has a lot of good and is close to food and shopping. The neighborhood is kept clean with very little trash."
    8
    Flag
  • A R. S.
    "Rollins College and UCF colleges with events like sports close by. AmWay center and Campers World Stadium only 6 miles away for NBA , Football (Citrus Bowl) and Major music concerts. Park Ave beautiful shops, beautiful landscapes and beautiful people - - young and some what older."
    4
    Flag
  • Holly A. C.
    "No public transportation thats convenient.i drive a car and plenty Of parking lots and street parking "
    5
    Flag
  • Ross H.
    "I love winter Park have lived here for about 7 years and hope to live here longer. the people are nice and the area is clean "
    0
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  • Winterparkhomes
    "I have lived in Winter Park since 1988 and I Love it! It’s close proximity to groceries, hospital, restaurants and shopping is awesome !"
    2
    Flag
  • Messagedrop
    "Great place to live if you like to walk or ride bicycles. Close to shopping, entertainment, restaurants, college sports venues."
    0
    Flag
  • Francois B.
    "Most dog owners don’t pick up after them selfs and even when the park provides bags to clean the dogs needs"
    0
    Flag
  • Donna G.
    "Very trendy area! Family oriented! Grocery stores and great schools! A nice beautiful landscaped place to work and raise your family!"
    0
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  • Daylen C.
    "It’s historic and it’s established. Lots of charm and mature trees. You rarely see trash and the roads are lost. It’s very easy to grab a great bite to eat everywhere. My favorite place is the mead botanical gardens. A little escape in the middle of the city. "
    0
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  • Luna M.
    "It’s a safe and friendly neighborhood. Not really any crime, lots of people outside walking their dogs and parents feel safe enough to let their kids ride around on their bikes to the store or the parks or what have you. Great place to live all around. Highly recommend."
    6
    Flag
  • David C.
    "I just moved here last week and it seems like a nice area. There is a lot of traffic and it’s been warmer then up north."
    3
    Flag
  • George P.
    "right off a preserve and Lake Howell so lots of wildlife like turkeys, bald Eagles, hawks, herons, egrets, ibis and sandhill cranes always around. close to shopping restaurants and the gym"
    0
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  • Daniel V.
    "It’s a great and safe area, you’re in walking distances from lakes, parks, etc. you have a great shopping center and restaurants. "
    0
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  • Ross H.
    "area is amazing close to everything I've live around winter Park for about 7 years and can't find anything really wrong with it"
    0
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  • Heidi W.
    "Winter Park is a safe and happy place to raise a family. I have lived here since Kindergarten and I’m 33 now, raising my own family. "
    3
    Flag
  • Luna M.
    "I love it here. Can't go wrong living here. It's friendly, safe, quiet. I can't say enough good things about this neighborhood."
    2
    Flag
  • Nicole B.
    "Beautiful and very safe best place to raise a family. Lots of people go outdoors and exercise. Good for walking dogs and going to parks"
    2
    Flag
  • Elizabeth C.
    "Many restaurants are pet friendly. Park Ave is a great place to spend time at. Many public events are held there. On Saturday’s there’s the farmers market. "
    1
    Flag
  • Sarah S.
    "We have Cady way trail which is great for dogs and plenty of sidewalks and dog waste bag reciprocals. "
    1
    Flag
  • Blanca V.
    "I love this area. we moved here years ago. My children grew up here, went schools here and now they're in college. I wouldn't have it any other. Winter park has been good to us."
    3
    Flag
  • Joenaijah.sam
    "My neighbor has various restaurants to eat at all really good food. I truly enjoy cuban cafes and Japanese dishes. "
    0
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  • Jonvaden
    "I see people walking their dogs all the time on the sidewalks under streetlights so I think they are happy. I myself am not a pet owner."
    0
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  • Thompson C.
    "Perfect area to live. Close proximity to everything. Golfing, jogging, walks and casual stroll around the neighborhood is encouraged. Close access to major highways like I-4, 408 414. Plenty of restaurants to choose from Mexican, Thai, Indian, Italian etc. "
    1
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  • Blanca V.
    "There are many families living in this neighborhood and we have great parks and schools in the are. I love this place I've been living here for 7 years with my family and been happy to be in that one of the most beautiful cities in Florida. . Our schools are a plus schools in RL parks are amazingly beautiful the lakes are nice to be and spend an evening with your family or your couple "
    0
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  • Oviedohome
    "Need to drive to work. Can walk to local parks. Walking or biking other places does not feel so friendly even though there are restaurants and grocery stores nearby. There are two commuter train stations close by. "
    2
    Flag

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Off Market Homes Near 341 E Webster Ave

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341 E Webster Ave, Winter Park, FL 32789 is a 5 bedroom, 7 bathroom, 4,778 sqft single-family home built in 1918. This property is not currently available for sale. 341 E Webster Ave was last sold on Aug 11, 2023 for $2,750,000 (7% lower than the asking price of $2,950,000). The current Trulia Estimate for 341 E Webster Ave is $3,492,800.